Synthesis and Th1-immunostimulatory activity of α-galactosylceramide analogues bearing a halogen-containing or selenium-containing acyl chain

Synthesis and Th1-immunostimulatory activity of α-galactosylceramide analogues bearing a halogen-containing or selenium-containing acyl chain
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DOI:
10.1016/j.bmc.2016.06.007
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发表时间:
2016-08-15
影响因子:
3.5
通讯作者:
Maenaka, Katsumi
Maenaka, Katsumi
中科院分区:
医学3区
文献类型:
--
作者:
Hossain, Md. Imran;Hanashima, Shinya;Maenaka, Katsumi

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通过在α-半乳糖基-N-蜡酰植物鞘氨醇的酰基链骨架中引入重原子Br和Se,合成了一系列新型的CD 1d配体α-半乳糖基神经酰胺(α-GalCers)。合成的类似物是有效的CD 1d配体,并刺激小鼠不变的自然杀伤T(iNKT)细胞,以选择性地增强Th 1细胞因子的产生。这些合成的类似物将是有效的X射线晶体学探针,以揭示精确的原子位置的烷基碳和脂质-蛋白质相互作用的KRN 7000/CD 1d复合物。(C)2016爱思唯尔有限公司版权所有。
A novel series of CD1d ligand alpha-galactosylceramides (alpha-GalCers) were synthesized by incorporation of the heavy atoms Br and Se in the acyl chain backbone of alpha-galactosyl-N-cerotoylphytosphingosine. The synthetic analogues are potent CD1d ligands and stimulate mouse invariant natural killer T (iNKT) cells to selectively enhance Th1 cytokine production. These synthetic analogues would be efficient X-ray crystallographic probes to disclose precise atomic positions of alkyl carbons and lipid-protein interactions in KRN7000/CD1d complexes. (C) 2016 Elsevier Ltd. All rights reserved.